| 2. Round | 19/08/2023 | 1. FC Union Berlin [Youth] | - | Dynamo Dresden [Youth] | 5:1 |  |
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| 3. Round | 23/08/2023 | Hertha BSC [Youth] | - | 1. FC Union Berlin [Youth] | 3:0 | ||||
| 5. Round | 16/09/2023 | 1. FC Union Berlin [Youth] | - | Hansa Rostock [Youth] | 2:1 | ||||
| 6. Round | 24/09/2023 | 1. FC Union Berlin [Youth] | - | Eintracht Braunschweig [Youth] | 3:0 | ||||
| 7. Round | 30/09/2023 | SV Meppen [Youth] | - | 1. FC Union Berlin [Youth] | 1:1 | ||||
| 14. Round | 11/02/2024 | 1. FC Union Berlin [Youth] | - | VfL Osnabrück [Youth] | 1:2 |
Germany